Wagner Florence F, Comins Daniel L
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Org Lett. 2006 Aug 3;8(16):3549-52. doi: 10.1021/ol061334h.
[reaction: see text] A six-step synthesis of (S)-brevicolline from (S)-nicotine is reported. Regioselective trisubstitution of the pyridine ring of nicotine, followed by successive Suzuki cross-coupling and Buchwald amination reactions, afforded the enantiopure beta-carboline alkaloid, brevicolline.
[反应：见正文] 报道了一种从（S）-尼古丁合成（S）-短颈碱的六步合成方法。尼古丁吡啶环的区域选择性三取代，随后依次进行铃木交叉偶联反应和布赫瓦尔德胺化反应，得到了对映体纯的β-咔啉生物碱短颈碱。
